Rest assured you won’t see any $300 plus priced flights in June!

June is perhaps the most expensive time to fly and the planes are packed. I would try to get a ticket by the end of March, I hardly recall any good summer sales to happen later then that. Here is what I suggest:

1. Read this forum, specifically new user thread.
2. Sign up for farecompare.com fare alerts.
3. Check out youth/student travel sites: studentunivers, sta, travelcuts.
4. Consider alternative airports as an option. May be you can fly from Toronto (Air Transat may have good fares not showing up elswhere) or into Franfurt and take a train, or even into London and take a budget flight.
5. Figure out what is your acceptable cost to travel. (IMO $1000 is reasonable, unfortunately, $800 is not bad, $600 is a bargain.) Be ready to book a good fare when you see one. It may not be available for very long.

Seva pretty much has it nailed.  I am looking to travel about the same time and have found that $1100 is pretty standard, $1000 is good, and anything below that doesn’t exist.  I am, however, flying out of Minneapolis.  After watching fares every day for about three months, I finally gave up and booked a flight into Copenhagen with Icelandair for about $990.  I just plain didn’t have $1000 when I was 17, and I doubt you do either.  I do wish you the best of luck as you keep looking, however.